NP-MRD: Showing NP-Card for Brachycerine (NP0025647)

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Record Information

Version

1.0

Created at

2021-06-19 17:43:14 UTC

Updated at

2021-06-29 23:50:43 UTC

NP-MRD ID

NP0025647

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Brachycerine

Provided By

JEOL Database JEOL Logo

Description

SCHEMBL2978568 belongs to the class of organic compounds known as iridoid o-glycosides. These are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton. Brachycerine is found in Psychotria brachyceras. It was first documented in 2001 (Kerber, V. A., et al.). Based on a literature review very few articles have been published on SCHEMBL2978568.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119433D          

 73 78  0  0  0  0            999 V2000
    1.9769   -5.0121   -3.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3624   -0.9561   -3.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0514    0.3800   -3.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

     RDKit          3D

 73 78  0  0  0  0  0  0  0  0999 V2000
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 10 45  1  6
 13 47  1  0
 13 48  1  0
 12 46  1  6
 19 54  1  1
 20 55  1  0
 17 52  1  6
 18 53  1  0
 33 69  1  0
 28 64  1  0
 29 65  1  0
 29 66  1  0
 30 67  1  0
 30 68  1  0
 38 73  1  0
 37 72  1  0
 36 71  1  0
 35 70  1  0
 24 60  1  1
 23 58  1  0
 23 59  1  0
  6 43  1  0
  8 44  1  6
 25 61  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
 14 49  1  0
M  END


  Mrv1652306192119433D          

 73 78  0  0  0  0            999 V2000
    1.9769   -5.0121   -3.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943   -3.6238   -3.4761 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1359   -3.1172   -2.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7172   -3.7500   -1.4279 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8027   -1.6745   -2.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624   -0.9561   -3.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0514    0.3800   -3.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7606    0.8975   -1.8702 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5231    0.4297   -1.4369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    1.0958   -2.1213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6538    2.4617   -1.7295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7312    3.1790   -2.3534 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6595    4.6465   -1.9036 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8627    4.7707   -0.4954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0909    2.5475   -2.0173 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1414    3.1795   -2.7589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0748    1.0584   -2.3692 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3038    0.4544   -1.9332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8815    0.3643   -1.7230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8601   -1.0104   -2.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8434    0.5032   -0.8496 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1087   -1.0167   -0.8526 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3430   -1.5333    0.3657 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6204   -0.4483    1.4032 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9460   -0.5824    1.9128 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4439    0.8629    0.6151 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2193    2.0856    1.1461 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9823    3.2837    0.2905 N   0  0  1  0  0  0  0  0  0  0  0  0
    0.6588    3.9110    0.5552 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4875    4.4433    1.9991 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.0668    3.4797    2.9746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616    2.4344    2.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    1.7567    3.6601 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7643    2.3282    4.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9148    1.9676    6.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    2.7453    7.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4802    3.8403    6.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390    4.1892    5.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9885    3.4196    4.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4778   -5.6074   -2.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0571   -5.1885   -3.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874   -5.3136   -4.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2343   -1.3407   -4.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488    1.9899   -1.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4268    1.0140   -3.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5717    3.1656   -3.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6683    5.0561   -2.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4152    5.2493   -2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8791    5.7227   -0.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3256    2.6625   -0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9355    2.6359   -2.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0540    0.9243   -3.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1508   -0.5099   -2.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9990    0.3528   -0.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997   -1.3578   -1.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7807    0.9943   -1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1832   -1.1589   -0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082   -2.5133    0.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2693   -1.6117    0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9261   -0.5154    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0655   -1.5154    2.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3698    1.0839    0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2952    1.8738    1.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6919    3.9682    0.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398    3.1964    0.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5231    4.7416   -0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5740    4.6166    2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0115    5.4017    2.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8914    0.9383    3.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5217    1.1180    6.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3541    2.4913    8.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0219    4.4315    7.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2683    5.0435    5.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0  0  0  0
 17 18  1  0  0  0  0
 34 35  2  0  0  0  0
 39 38  2  0  0  0  0
 38 37  1  0  0  0  0
 37 36  2  0  0  0  0
 36 35  1  0  0  0  0
 34 33  1  0  0  0  0
 27 26  1  0  0  0  0
 26 24  1  0  0  0  0
 33 32  1  0  0  0  0
 31 39  1  0  0  0  0
 24 23  1  0  0  0  0
 23 22  1  0  0  0  0
 21 26  1  0  0  0  0
 21 22  1  0  0  0  0
 31 32  2  0  0  0  0
 15 17  1  0  0  0  0
 17 19  1  0  0  0  0
 19 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 21  8  1  0  0  0  0
 22  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
 12 15  1  0  0  0  0
 24 25  1  0  0  0  0
 31 30  1  0  0  0  0
 27 63  1  1  0  0  0
 32 27  1  0  0  0  0
 22 57  1  1  0  0  0
 27 28  1  0  0  0  0
 21 56  1  6  0  0  0
 28 29  1  0  0  0  0
  5  3  1  0  0  0  0
 29 30  1  0  0  0  0
  3  2  1  0  0  0  0
 34 39  1  0  0  0  0
  3  4  2  0  0  0  0
  2  1  1  0  0  0  0
  8  9  1  0  0  0  0
 10  9  1  0  0  0  0
 26 62  1  6  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 12 13  1  0  0  0  0
 16 51  1  0  0  0  0
 15 50  1  1  0  0  0
 10 45  1  6  0  0  0
 13 47  1  0  0  0  0
 13 48  1  0  0  0  0
 12 46  1  6  0  0  0
 19 54  1  1  0  0  0
 20 55  1  0  0  0  0
 17 52  1  6  0  0  0
 18 53  1  0  0  0  0
 33 69  1  0  0  0  0
 28 64  1  0  0  0  0
 29 65  1  0  0  0  0
 29 66  1  0  0  0  0
 30 67  1  0  0  0  0
 30 68  1  0  0  0  0
 38 73  1  0  0  0  0
 37 72  1  0  0  0  0
 36 71  1  0  0  0  0
 35 70  1  0  0  0  0
 24 60  1  1  0  0  0
 23 58  1  0  0  0  0
 23 59  1  0  0  0  0
  6 43  1  0  0  0  0
  8 44  1  6  0  0  0
 25 61  1  0  0  0  0
  1 40  1  0  0  0  0
  1 41  1  0  0  0  0
  1 42  1  0  0  0  0
 14 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025647

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(O[C@]2([H])OC([H])=C(C(=O)OC([H])([H])[H])[C@]3([H])C([H])([H])[C@@]([H])(O[H])[C@]([H])([C@]23[H])[C@@]2([H])N([H])C([H])([H])C([H])([H])C3=C2N([H])C2=C([H])C([H])=C([H])C([H])=C32)[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H34N2O10/c1-36-25(35)14-10-37-26(39-27-24(34)23(33)22(32)17(9-30)38-27)18-13(14)8-16(31)19(18)21-20-12(6-7-28-21)11-4-2-3-5-15(11)29-20/h2-5,10,13,16-19,21-24,26-34H,6-9H2,1H3/t13-,16+,17+,18+,19+,21+,22+,23-,24+,26-,27-/m0/s1

> <INCHI_KEY>
OCAHJZIVWQCZJJ-FQRZEKASSA-N

> <FORMULA>
C27H34N2O10

> <MOLECULAR_WEIGHT>
546.573

> <EXACT_MASS>
546.221345303

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
56.215457981030234

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1S,4aR,6R,7R,7aR)-6-hydroxy-7-[(1R)-1H,2H,3H,4H,9H-pyrido[3,4-b]indol-1-yl]-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate

> <ALOGPS_LOGP>
-0.15

> <JCHEM_LOGP>
-1.0636769466666662

> <ALOGPS_LOGS>
-2.28

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.18985763089304

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.206265234648995

> <JCHEM_PKA_STRONGEST_BASIC>
9.021545765672295

> <JCHEM_POLAR_SURFACE_AREA>
182.96

> <JCHEM_REFRACTIVITY>
134.2928

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.86e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,4aR,6R,7R,7aR)-6-hydroxy-7-[(1R)-1H,2H,3H,4H,9H-pyrido[3,4-b]indol-1-yl]-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 73 78  0  0  0  0  0  0  0  0999 V2000
    1.9769   -5.0121   -3.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943   -3.6238   -3.4761 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1359   -3.1172   -2.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7172   -3.7500   -1.4279 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8027   -1.6745   -2.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624   -0.9561   -3.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0514    0.3800   -3.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7606    0.8975   -1.8702 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5231    0.4297   -1.4369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    1.0958   -2.1213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6538    2.4617   -1.7295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7312    3.1790   -2.3534 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6595    4.6465   -1.9036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8627    4.7707   -0.4954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0909    2.5475   -2.0173 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1414    3.1795   -2.7589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0748    1.0584   -2.3692 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3038    0.4544   -1.9332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8815    0.3643   -1.7230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8601   -1.0104   -2.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8434    0.5032   -0.8496 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1087   -1.0167   -0.8526 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3430   -1.5333    0.3657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204   -0.4483    1.4032 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9460   -0.5824    1.9128 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4439    0.8629    0.6151 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2193    2.0856    1.1461 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9823    3.2837    0.2905 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6588    3.9110    0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875    4.4433    1.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    3.4797    2.9746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616    2.4344    2.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    1.7567    3.6601 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7643    2.3282    4.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9148    1.9676    6.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    2.7453    7.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4802    3.8403    6.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390    4.1892    5.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9885    3.4196    4.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4778   -5.6074   -2.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0571   -5.1885   -3.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874   -5.3136   -4.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2343   -1.3407   -4.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488    1.9899   -1.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4268    1.0140   -3.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5717    3.1656   -3.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6683    5.0561   -2.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4152    5.2493   -2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8791    5.7227   -0.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3256    2.6625   -0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9355    2.6359   -2.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0540    0.9243   -3.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1508   -0.5099   -2.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9990    0.3528   -0.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9997   -1.3578   -1.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7807    0.9943   -1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1832   -1.1589   -0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082   -2.5133    0.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2693   -1.6117    0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9261   -0.5154    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0655   -1.5154    2.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3698    1.0839    0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2952    1.8738    1.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6919    3.9682    0.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398    3.1964    0.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5231    4.7416   -0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5740    4.6166    2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0115    5.4017    2.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8914    0.9383    3.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5217    1.1180    6.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3541    2.4913    8.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0219    4.4315    7.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2683    5.0435    5.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 17 18  1  0
 34 35  2  0
 39 38  2  0
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 34 33  1  0
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  5  6  2  0
  6  7  1  0
  7  8  1  0
 12 15  1  0
 24 25  1  0
 31 30  1  0
 27 63  1  1
 32 27  1  0
 22 57  1  1
 27 28  1  0
 21 56  1  6
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  5  3  1  0
 29 30  1  0
  3  2  1  0
 34 39  1  0
  3  4  2  0
  2  1  1  0
  8  9  1  0
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 14 49  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       1.977  -5.012  -3.655  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.694  -3.624  -3.476  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.136  -3.117  -2.297  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.717  -3.750  -1.428  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.803  -1.675  -2.165  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.362  -0.956  -3.209  0.00  0.00           C+0
HETATM    7  O   UNK     0       1.051   0.380  -3.181  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.761   0.898  -1.870  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.523   0.430  -1.437  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.589   1.096  -2.121  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.654   2.462  -1.730  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.731   3.179  -2.353  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.660   4.646  -1.904  0.00  0.00           C+0
HETATM   14  O   UNK     0      -2.863   4.771  -0.495  0.00  0.00           O+0
HETATM   15  C   UNK     0      -4.091   2.547  -2.017  0.00  0.00           C+0
HETATM   16  O   UNK     0      -5.141   3.180  -2.759  0.00  0.00           O+0
HETATM   17  C   UNK     0      -4.075   1.058  -2.369  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.304   0.454  -1.933  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.882   0.364  -1.723  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.860  -1.010  -2.143  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.843   0.503  -0.850  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.109  -1.017  -0.853  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.343  -1.533   0.366  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.620  -0.448   1.403  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.946  -0.582   1.913  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.444   0.863   0.615  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.219   2.086   1.146  0.00  0.00           C+0
HETATM   28  N   UNK     0       1.982   3.284   0.291  0.00  0.00           N+0
HETATM   29  C   UNK     0       0.659   3.911   0.555  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.488   4.443   1.999  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.067   3.480   2.975  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.862   2.434   2.555  0.00  0.00           C+0
HETATM   33  N   UNK     0       2.295   1.757   3.660  0.00  0.00           N+0
HETATM   34  C   UNK     0       1.764   2.328   4.796  0.00  0.00           C+0
HETATM   35  C   UNK     0       1.915   1.968   6.140  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.256   2.745   7.098  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.480   3.840   6.724  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.339   4.189   5.376  0.00  0.00           C+0
HETATM   39  C   UNK     0       0.989   3.420   4.392  0.00  0.00           C+0
HETATM   40  H   UNK     0       1.478  -5.607  -2.884  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.057  -5.189  -3.644  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.587  -5.314  -4.632  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.234  -1.341  -4.214  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.749   1.990  -1.953  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.427   1.014  -3.204  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.572   3.166  -3.440  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.668   5.056  -2.125  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.415   5.249  -2.417  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.879   5.723  -0.298  0.00  0.00           H+0
HETATM   50  H   UNK     0      -4.326   2.663  -0.952  0.00  0.00           H+0
HETATM   51  H   UNK     0      -5.936   2.636  -2.578  0.00  0.00           H+0
HETATM   52  H   UNK     0      -4.054   0.924  -3.458  0.00  0.00           H+0
HETATM   53  H   UNK     0      -5.151  -0.510  -2.004  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.999   0.353  -0.632  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.000  -1.358  -1.834  0.00  0.00           H+0
HETATM   56  H   UNK     0       2.781   0.994  -1.146  0.00  0.00           H+0
HETATM   57  H   UNK     0       3.183  -1.159  -0.660  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.708  -2.513   0.688  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.269  -1.612   0.159  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.926  -0.515   2.247  0.00  0.00           H+0
HETATM   61  H   UNK     0       3.066  -1.515   2.171  0.00  0.00           H+0
HETATM   62  H   UNK     0       0.370   1.084   0.657  0.00  0.00           H+0
HETATM   63  H   UNK     0       3.295   1.874   1.097  0.00  0.00           H+0
HETATM   64  H   UNK     0       2.692   3.968   0.558  0.00  0.00           H+0
HETATM   65  H   UNK     0      -0.140   3.196   0.332  0.00  0.00           H+0
HETATM   66  H   UNK     0       0.523   4.742  -0.147  0.00  0.00           H+0
HETATM   67  H   UNK     0      -0.574   4.617   2.206  0.00  0.00           H+0
HETATM   68  H   UNK     0       1.012   5.402   2.097  0.00  0.00           H+0
HETATM   69  H   UNK     0       2.891   0.938   3.636  0.00  0.00           H+0
HETATM   70  H   UNK     0       2.522   1.118   6.435  0.00  0.00           H+0
HETATM   71  H   UNK     0       1.354   2.491   8.151  0.00  0.00           H+0
HETATM   72  H   UNK     0      -0.022   4.431   7.486  0.00  0.00           H+0
HETATM   73  H   UNK     0      -0.268   5.043   5.094  0.00  0.00           H+0
CONECT    1    2   40   41   42                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5   22    6    3                                                  
CONECT    6    5    7   43                                                  
CONECT    7    6    8                                                       
CONECT    8   21    7    9   44                                             
CONECT    9    8   10                                                       
CONECT   10   19   11    9   45                                             
CONECT   11   10   12                                                       
CONECT   12   11   15   13   46                                             
CONECT   13   14   12   47   48                                             
CONECT   14   13   49                                                       
CONECT   15   17   12   16   50                                             
CONECT   16   15   51                                                       
CONECT   17   18   15   19   52                                             
CONECT   18   17   53                                                       
CONECT   19   20   17   10   54                                             
CONECT   20   19   55                                                       
CONECT   21   26   22    8   56                                             
CONECT   22   23   21    5   57                                             
CONECT   23   24   22   58   59                                             
CONECT   24   26   23   25   60                                             
CONECT   25   24   61                                                       
CONECT   26   27   24   21   62                                             
CONECT   27   26   63   32   28                                             
CONECT   28   27   29   64                                                  
CONECT   29   28   30   65   66                                             
CONECT   30   31   29   67   68                                             
CONECT   31   39   32   30                                                  
CONECT   32   33   31   27                                                  
CONECT   33   34   32   69                                                  
CONECT   34   35   33   39                                                  
CONECT   35   34   36   70                                                  
CONECT   36   37   35   71                                                  
CONECT   37   38   36   72                                                  
CONECT   38   39   37   73                                                  
CONECT   39   38   31   34                                                  
CONECT   40    1                                                            
CONECT   41    1                                                            
CONECT   42    1                                                            
CONECT   43    6                                                            
CONECT   44    8                                                            
CONECT   45   10                                                            
CONECT   46   12                                                            
CONECT   47   13                                                            
CONECT   48   13                                                            
CONECT   49   14                                                            
CONECT   50   15                                                            
CONECT   51   16                                                            
CONECT   52   17                                                            
CONECT   53   18                                                            
CONECT   54   19                                                            
CONECT   55   20                                                            
CONECT   56   21                                                            
CONECT   57   22                                                            
CONECT   58   23                                                            
CONECT   59   23                                                            
CONECT   60   24                                                            
CONECT   61   25                                                            
CONECT   62   26                                                            
CONECT   63   27                                                            
CONECT   64   28                                                            
CONECT   65   29                                                            
CONECT   66   29                                                            
CONECT   67   30                                                            
CONECT   68   30                                                            
CONECT   69   33                                                            
CONECT   70   35                                                            
CONECT   71   36                                                            
CONECT   72   37                                                            
CONECT   73   38                                                            
MASTER        0    0    0    0    0    0    0    0   73    0  156    0
END

RDKit          3D

73 78  0  0  0  0  0  0  0  0999 V2000
    1.9769   -5.0121   -3.6553 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6943   -3.6238   -3.4761 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1359   -3.1172   -2.2975 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7172   -3.7500   -1.4279 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8027   -1.6745   -2.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3624   -0.9561   -3.2086 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0514    0.3800   -3.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7606    0.8975   -1.8702 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5231    0.4297   -1.4369 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887    1.0958   -2.1213 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6538    2.4617   -1.7295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7312    3.1790   -2.3534 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6595    4.6465   -1.9036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8627    4.7707   -0.4954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0909    2.5475   -2.0173 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1414    3.1795   -2.7589 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0748    1.0584   -2.3692 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3038    0.4544   -1.9332 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8815    0.3643   -1.7230 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8601   -1.0104   -2.1434 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8434    0.5032   -0.8496 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1087   -1.0167   -0.8526 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3430   -1.5333    0.3657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204   -0.4483    1.4032 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.4439    0.8629    0.6151 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2193    2.0856    1.1461 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9823    3.2837    0.2905 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6588    3.9110    0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4875    4.4433    1.9991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0668    3.4797    2.9746 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8616    2.4344    2.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2950    1.7567    3.6601 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7643    2.3282    4.7961 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9148    1.9676    6.1404 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2564    2.7453    7.0979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4802    3.8403    6.7243 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3390    4.1892    5.3761 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9885    3.4196    4.3916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4778   -5.6074   -2.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0571   -5.1885   -3.6440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5874   -5.3136   -4.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2343   -1.3407   -4.2136 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7488    1.9899   -1.9527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4268    1.0140   -3.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5717    3.1656   -3.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6683    5.0561   -2.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4152    5.2493   -2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8791    5.7227   -0.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3256    2.6625   -0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9355    2.6359   -2.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0540    0.9243   -3.4582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1508   -0.5099   -2.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9990    0.3528   -0.6322 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.7807    0.9943   -1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1832   -1.1589   -0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7082   -2.5133    0.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2693   -1.6117    0.1594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9261   -0.5154    2.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0655   -1.5154    2.1707 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3698    1.0839    0.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2952    1.8738    1.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6919    3.9682    0.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1398    3.1964    0.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5231    4.7416   -0.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5740    4.6166    2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0115    5.4017    2.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8914    0.9383    3.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5217    1.1180    6.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3541    2.4913    8.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0219    4.4315    7.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2683    5.0435    5.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 17 18  1  0
 34 35  2  0
 39 38  2  0
 38 37  1  0
 37 36  2  0
 36 35  1  0
 34 33  1  0
 27 26  1  0
 26 24  1  0
 33 32  1  0
 31 39  1  0
 24 23  1  0
 23 22  1  0
 21 26  1  0
 21 22  1  0
 31 32  2  0
 15 17  1  0
 17 19  1  0
 19 10  1  0
 10 11  1  0
 11 12  1  0
 21  8  1  0
 22  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
 12 15  1  0
 24 25  1  0
 31 30  1  0
 27 63  1  1
 32 27  1  0
 22 57  1  1
 27 28  1  0
 21 56  1  6
 28 29  1  0
  5  3  1  0
 29 30  1  0
  3  2  1  0
 34 39  1  0
  3  4  2  0
  2  1  1  0
  8  9  1  0
 10  9  1  0
 26 62  1  6
 13 14  1  0
 15 16  1  0
 12 13  1  0
 16 51  1  0
 15 50  1  1
 10 45  1  6
 13 47  1  0
 13 48  1  0
 12 46  1  6
 19 54  1  1
 20 55  1  0
 17 52  1  6
 18 53  1  0
 33 69  1  0
 28 64  1  0
 29 65  1  0
 29 66  1  0
 30 67  1  0
 30 68  1  0
 38 73  1  0
 37 72  1  0
 36 71  1  0
 35 70  1  0
 24 60  1  1
 23 58  1  0
 23 59  1  0
  6 43  1  0
  8 44  1  6
 25 61  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
 14 49  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₄N₂O₁₀

Average Mass

546.5730 Da

Monoisotopic Mass

546.22135 Da

IUPAC Name

methyl (1S,4aR,6R,7R,7aR)-6-hydroxy-7-[(1R)-1H,2H,3H,4H,9H-pyrido[3,4-b]indol-1-yl]-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,6H,7H,7aH-cyclopenta[c]pyran-4-carboxylate

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]1([H])O[C@@]([H])(O[C@]2([H])OC([H])=C(C(=O)OC([H])([H])[H])[C@]3([H])C([H])([H])[C@@]([H])(O[H])[C@]([H])([C@]23[H])[C@@]2([H])N([H])C([H])([H])C([H])([H])C3=C2N([H])C2=C([H])C([H])=C([H])C([H])=C32)[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

InChI Identifier

InChI=1S/C27H34N2O10/c1-36-25(35)14-10-37-26(39-27-24(34)23(33)22(32)17(9-30)38-27)18-13(14)8-16(31)19(18)21-20-12(6-7-28-21)11-4-2-3-5-15(11)29-20/h2-5,10,13,16-19,21-24,26-34H,6-9H2,1H3/t13-,16+,17+,18+,19+,21+,22+,23-,24+,26-,27-/m0/s1

InChI Key

OCAHJZIVWQCZJJ-FQRZEKASSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Psychotria brachyceras	JEOL database	Kerber, V. A., et al, J. Nat. Prod. 64, 677 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as iridoid o-glycosides. These are iridoid monoterpenes containing a glycosyl (usually a pyranosyl) moiety linked to the iridoid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene glycosides

Direct Parent

Iridoid O-glycosides

Alternative Parents

Substituents

Iridoid o-glycoside
Harman
Beta-carboline
Pyridoindole
Hexose monosaccharide
Glycosyl compound
Iridoid-skeleton
O-glycosyl compound
Aromatic monoterpenoid
Monoterpenoid
3-alkylindole
Indole
Indole or derivatives
Alkaloid or derivatives
Aralkylamine
Monosaccharide
Oxane
Benzenoid
Cyclic alcohol
Pyrrole
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Methyl ester
Heteroaromatic compound
Vinylogous ester
Secondary alcohol
Carboxylic acid ester
Amino acid or derivatives
Organoheterocyclic compound
Acetal
Monocarboxylic acid or derivatives
Azacycle
Oxacycle
Carboxylic acid derivative
Polyol
Secondary amine
Secondary aliphatic amine
Amine
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Alcohol
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-0.15	ALOGPS
logP	-1.1	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	9.02	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	182.96 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	134.29 m³·mol⁻¹	ChemAxon
Polarizability	56.22 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10214359

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21592451

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kerber, V. A., et al. (2001). Kerber, V. A., et al, J. Nat. Prod. 64, 677 (2001). J. Nat. Prod..

Showing NP-Card for Brachycerine (NP0025647)

MOL for NP0025647 (Brachycerine)

3D MOL for NP0025647 (Brachycerine)

3D SDF for NP0025647 (Brachycerine)

3D-SDF for NP0025647 (Brachycerine)

PDB for NP0025647 (Brachycerine)

3D PDB for NP0025647 (Brachycerine)

SMILES for NP0025647 (Brachycerine)

INCHI for NP0025647 (Brachycerine)

Structure for NP0025647 (Brachycerine)

3D Structure for NP0025647 (Brachycerine)